Hotels in Cow Key

Some of the best places to stay in Cow Key are Key West Historic District and New Town. Cow Key, Florida, offers two fantastic areas for travelers. The Key West Historic District is perfect for first-time visitors, with its charming architecture, vibrant nightlife, and rich history. New Town boasts a more modern vibe, with shopping and dining options. Both areas feature diverse hotel accommodations, ranging from budget motels to upscale resorts, ensuring something for everyone. Whether you prefer cozy inns or luxurious stays, Cow Key has a great selection of hotels to enhance your vacation experience. These are some of the hotels preferred by our travelers in Cow Key:

1. Key West Historic DistrictOpens in a new window: The Key West Historic District is a vibrant area rich in culture and history, making it a fantastic destination for travelers. With attractions like Duval Street, Mallory Square, and the Southernmost Point, visitors can immerse themselves in the local charm. For accommodations, The Guesthouses at Southernmost Beach Resort - Adults onlyOpens in a new window is a 4.0-star Bed & Breakfast offering adventure sports and recreation activities nearby, perfect for thrill-seekers. Casa Marina Key West, Curio Collection by HiltonOpens in a new window is a luxurious 5.0-star resort with direct beach access, ideal for families and those wanting a blend of relaxation and adventure. Pier House Resort & SpaOpens in a new window, another 4.0-star resort, caters to business travelers while providing access to various adventure sports, ensuring a balanced stay.
2. New TownOpens in a new window: New Town offers a lively atmosphere with convenient access to the beautiful Smathers Beach and attractions like Duval Street and Mallory Square. It's an excellent location for both leisure and business travelers. Havana Cabana at Key West - Adults OnlyOpens in a new window is a 4.0-star hotel, perfect for business-oriented guests, featuring meeting facilities and a pet-friendly policy. Another option is The Gates Hotel Key WestOpens in a new window, also a 4.0-star hotel, which provides adventure activities and family-friendly amenities, making it an excellent choice for families traveling with pets. Lastly, Little Palm Island Resort & Spa - A Noble House ResortOpens in a new window is a 4.5-star resort with beach access and business amenities, ensuring a comfortable stay for all types of travelers.

A three-day escape to Cow Key offers a perfect blend of sun-soaked beaches, vibrant marine life, and lush natural landscapes. Travelers can enjoy activities like boat tours, snorkeling adventures, and fishing charters, all while soaking in the area's unique charm and local attractions. Here's a quick itinerary to make the most of your trip to Cow Key:

• Day 1: Start your adventure in Cow Key by exploring the vibrant Duval Street, known for its lively atmosphere, shops, and bars. After soaking in the local scene, make your way to the Harry S. Truman Little White House, where you can delve into history and see how the former president spent his time in the Keys. Finally, wrap up your day by visiting the Florida Keys National Marine Sanctuary, where you can appreciate the stunning marine life and perhaps catch a beautiful sunset over the waters.
• Day 2: Begin with a visit to Mallory Square, famous for its nightly sunset celebration featuring street performers and local artisans. Afterward, take a moment to admire the architectural beauty of St. Paul's Episcopal Church, a historic site that offers a peaceful retreat. Conclude your day with a ride on the Schooner Western Union, where you can enjoy a sailing experience that showcases the breathtaking views of the surrounding waters and the vibrant sunset.
• Day 3: Kick off your day at Smathers Beach, perfect for sunbathing and water sports. After enjoying some beach time, head over to the Ernest Hemingway Home and Museum to learn about the famed author’s life and work. End your day at the Southernmost Point, a must-see landmark where you can capture a picture at this iconic buoy marking the southernmost point in the continental USA, providing a perfect backdrop for memories of your trip.

1. Book for the cheapest times: The most affordable time to visit Cow Key is between July and September, when hotel rates drop significantly. For a great value for money experience, it’s recommended to stay for at least 3-4 days to fully explore the main attractions, such as the beautiful beach. This budget-friendly option allows visitors to enjoy the stunning scenery while keeping costs low.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Cow Key, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com. You're more likely to find great discounts on hotels as your travel date approaches. To ensure you don’t miss any opportunities for cheap hotel deals, consider setting up email alerts or push notifications from Hotels.com for flash sales and special promotions. This way, you can snag the best rates and enjoy your stay in Cow Key without breaking the bank.
3. Be flexible with dates: Hotel prices can fluctuate depending on elements like the location, star rating, and season. As a result, being flexible with your travel dates may help you save on hotel expenses in Cow Key.
4. Consider your location: When booking your stay on Hotels.com for your holiday, keep your location in mind. Staying closer to major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider looking for hotels in less central areas or neighborhoods, striking a balance between cost and ease of access to the places you plan to visit.
5. Upgrade with One Key: Book your next stay in Cow Key and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.

Cow Key experiences its lowest average temperature in January, at 71.1°F (21.7°C), while August is the hottest month, with an average temperature of 84.4°F (29.1°C). September is typically the wettest month. If you’re looking to soak up the lively atmosphere in Cow Key, March, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by dry to light rainfall. However, if you prefer a more relaxed experience, September to November are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.